Application of the polyacrylonitrile fiber as a novel support for polymer-supported copper catalysts in terminal alkyne homocoupling reactions

A commercially available synthetic polyacrylonitrile fiber, capable of acting as a novel support for polymer-supported copper catalyst in terminal alkyne homocoupling reactions, is presented. Detailed characterization by inductively coupled plasma (ICP) analysis, Fourier transform infrared spectroscopy (FTIR), and scanning electron microscopy (SEM) confirmed the changes and stability of the fiber catalyst during the modification and utilization processes. Moreover, the catalytic reactions proceeded at room temperature using air as a green oxidant to afford nearly quantitative yields (95-99%); the fiber catalyst has shown excellent activity and superior recyclability (over 16 cycles); and the procedure is operationally simple and amenable to the gram scale in continuous-flow processing. Furthermore, the prominent features (high strength, good flexibility, etc.) of the polyacrylonitrile fiber make the fiber-supported catalyst very attractive for fixed-bed reactors in the chemical industry. (C) 2016 Elsevier Inc. All rights reserved.